Abstract
Synthetic phytochelatin-related peptides are used as an organic coat on the surface of colloidal CdSe/ZnS semiconductor nanocrystals synthesized from hydrophobic coordinating trioctyl phosphine oxide (TOPO) solvents. The peptides are designed to bind to the nanocrystals via a C-terminal adhesive domain. This adhesive domain, composed of multiple repeats of cysteines pairs flanked by hydrophobic 3-cyclohexylalanines, is followed by a flexible hydrophilic linker domain to which various bio-affinity tags can be attached. This surface coating chemistry results in small, buffer soluble, monodisperse peptide-coated nanoparticles with high colloidal stability and ensemble photophysical properties similar to those of TOPO-coated nanocrystals. Various peptide coatings are used to modulate the nanocrystal surface properties and to bioactivate the nanoparticles. CdSe/ZnS nanocrystals coated with biotinylated peptides efficiently bind to streptavidin and are specifically targeted to GPI-anchored avidin-CD14 chimeric proteins expressed on the membranes of live HeLa cells. This peptide coating surface chemistry provides a novel approach for the production of biocompatible photoluminescent nanocrystal probes.
MeSH Terms
Adhesiveness
Biocompatible Materials
Biotin
Chelating Agents/chemistry
Chromatography, High Pressure Liquid
Electrophoresis, Polyacrylamide Gel
Glutathione
HeLa Cells
Humans
Luminescent Measurements
Metalloproteins/chemistry
Microscopy, Atomic Force
Microscopy, Electron
Nanotechnology
Organophosphorus Compounds
Particle Size
Peptides/chemistry
Phytochelatins
Protein Binding
Recombinant Fusion Proteins/chemistry
Semiconductors
Solubility
Solvents
Streptavidin/chemistry
Chemicals
Biocompatible Materials
Chelating Agents
Metalloproteins
Organophosphorus Compounds
Peptides
Recombinant Fusion Proteins
Solvents
Biotin
trioctyl phosphine oxide
Streptavidin
Phytochelatins
Glutathione
Authors & Affiliations
4 authors, click to expand affiliations / ORCID
Pinaud Fabien
Department of Chemistry & Biochemistry, University of California Los Angeles, Los Angeles, California 90095, USA. fpinaud@chem.ucla.edu
King David
Moore Hsiao-Ping
Weiss Shimon
References (29)
29 references, click to expand
-
Diffusion dynamics of glycine receptors revealed by single-quantum dot tracking.
Science. 2003 Oct 17;302(5644):442-5
PMID: 14564008
-
Microminiaturized immunoassays using quantum dots as fluorescent label by laser confocal scanning fluorescence detection.
J Immunol Methods. 2001 Mar 1;249(1-2):85-9
PMID: 11226466
-
Quantum dot bioconjugates for ultrasensitive nonisotopic detection.
Science. 1998 Sep 25;281(5385):2016-8
PMID: 9748158
-
The use of bifunctional biotinyl compounds to determine the arrangement of subunits in avidin.
Biochem J. 1971 Dec;125(3):781-91
PMID: 5145899
-
Peptide-mediated formation of quantum semiconductors.
Trends Biotechnol. 1990 Jan;8(1):3-6
PMID: 1366570
-
Water-soluble quantum dots for multiphoton fluorescence imaging in vivo.
Science. 2003 May 30;300(5624):1434-6
PMID: 12775841
-
Ordering of quantum dots using genetically engineered viruses.
Science. 2002 May 3;296(5569):892-5
PMID: 11988570
-
Luminescent quantum dots for multiplexed biological detection and imaging.
Curr Opin Biotechnol. 2002 Feb;13(1):40-6
PMID: 11849956
-
Formation of high-quality CdTe, CdSe, and CdS nanocrystals using CdO as precursor.
J Am Chem Soc. 2001 Jan 10;123(1):183-4
PMID: 11273619
-
Epitaxial growth and photochemical annealing of graded CdS/ZnS shells on colloidal CdSe nanorods.
J Am Chem Soc. 2002 Jun 19;124(24):7136-45
PMID: 12059239
-
Long-term multiple color imaging of live cells using quantum dot bioconjugates.
Nat Biotechnol. 2003 Jan;21(1):47-51
PMID: 12459736
-
Semiconductor nanocrystals as fluorescent biological labels.
Science. 1998 Sep 25;281(5385):2013-6
PMID: 9748157
-
Control of photoluminescence properties of CdSe nanocrystals in growth.
J Am Chem Soc. 2002 Mar 6;124(9):2049-55
PMID: 11866620
-
Quantum dots as strain- and metabolism-specific microbiological labels.
Appl Environ Microbiol. 2003 Jul;69(7):4205-13
PMID: 12839801
-
Nanocrystal targeting in vivo.
Proc Natl Acad Sci U S A. 2002 Oct 1;99(20):12617-21
PMID: 12235356
-
Immunofluorescent labeling of cancer marker Her2 and other cellular targets with semiconductor quantum dots.
Nat Biotechnol. 2003 Jan;21(1):41-6
PMID: 12459735
-
Nucleocytoplasmic transport of macromolecules.
Microbiol Mol Biol Rev. 1997 Jun;61(2):193-211
PMID: 9184010
-
Selection of peptides with semiconductor binding specificity for directed nanocrystal assembly.
Nature. 2000 Jun 8;405(6787):665-8
PMID: 10864319
-
Characteristics of glutathione-capped ZnS nanocrystallites.
Biochem Biophys Res Commun. 1997 Aug 8;237(1):16-23
PMID: 9266821
-
Highly stable fluorescent nanocrystals as a novel class of labels for immunohistochemical analysis of paraffin-embedded tissue sections.
Lab Invest. 2002 Sep;82(9):1259-61
PMID: 12218088
-
In vivo imaging of quantum dots encapsulated in phospholipid micelles.
Science. 2002 Nov 29;298(5599):1759-62
PMID: 12459582
-
Biotin binding to avidin. Oligosaccharide side chain not required for ligand association.
Biochem J. 1987 Nov 15;248(1):167-71
PMID: 3435435
-
Quantum-dot nanocrystals for ultrasensitive biological labeling and multicolor optical encoding.
J Biomed Opt. 2002 Oct;7(4):532-7
PMID: 12421118
-
Conjugation of luminescent quantum dots with antibodies using an engineered adaptor protein to provide new reagents for fluoroimmunoassays.
Anal Chem. 2002 Feb 15;74(4):841-7
PMID: 11866065
-
Hydroxylated quantum dots as luminescent probes for in situ hybridization.
J Am Chem Soc. 2001 May 2;123(17):4103-4
PMID: 11457171
-
Targeting cell surface receptors with ligand-conjugated nanocrystals.
J Am Chem Soc. 2002 May 1;124(17):4586-94
PMID: 11971705
-
Design of nanostructured biological materials through self-assembly of peptides and proteins.
Curr Opin Chem Biol. 2002 Dec;6(6):865-71
PMID: 12470743
-
Time-gated biological imaging by use of colloidal quantum dots.
Opt Lett. 2001 Jun 1;26(11):825-7
PMID: 18040463
-
Stabilization of inorganic nanocrystals by organic dendrons.
J Am Chem Soc. 2002 Mar 13;124(10):2293-8
PMID: 11878983